ChemSpider 2D Image | Meglutol | C6H10O5

Meglutol

  • Molecular FormulaC6H10O5
  • Average mass162.141 Da
  • Monoisotopic mass162.052826 Da
  • ChemSpider ID1600

More details:

Featured data source
The Merck Index Online

Validated by Experts, Validated by Users, Non-Validated, Removed by Users

1769194 [Beilstein]
207-971-1 [EINECS]
3-Hydroxy-3-methylglutaric acid [Wiki]
3-Hydroxy-3-methylpentandisäure [German] [ACD/IUPAC Name]
3-Hydroxy-3-methylpentanedioic acid [ACD/IUPAC Name]
3-Methyl-3-hydroxyglutaric acid
503-49-1 [RN]
Acide 3-hydroxy-3-méthylpentanedioïque [French] [ACD/IUPAC Name]
b-Hydroxy-b-methylglutaric Acid
Meglutol [INN] [USAN] [Wiki]
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Validated by Experts, Validated by Users, Non-Validated, Removed by Users

4448 [DBID]
CLA99KCD53 [DBID]
MA3753000 [DBID]
ACon1_000502 [DBID]
bmse000335 [DBID]
BRN 1769194 [DBID]
C03761 [DBID]
CB 337 [DBID]
CB-337 [DBID]
CHEBI:16831 [DBID]
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  • Experimental Physico-chemical Properties
  • Predicted Physico-chemical Properties
  • Miscellaneous

    • Toxicity:

      Organic Compound; Metabolite; Animal Toxin; Natural Compound; Hypolipidemic Agent Toxin, Toxin-Target Database T3D4262

    • Target Organs:

      HMG-CoA Reductase inhibitor TargetMol T1664

    • Chemical Class:

      A dicarboxylic acid that is glutaric acid in which one of the two hydrogens at position 3 is substituted by a hydroxy group, while the other is substituted by a methyl group. It has been found to accu mulate in urine of patients suffering from HMG-CoA lyase (3-hydroxy-3-methylglutaryl-CoA lyase, EC 4.1.3.4) deficiency. It occurs as a plant metabolite in <ital>Crotalaria dura</ital>. ChEBI CHEBI:16831
      A dicarboxylic acid that is glutaric acid in which one of the two hydrogens at position 3 is substituted by a hydroxy group, while the other is substituted by a methyl group. It has been found to accu mulate in urine of patients suffering from HMG-CoA lyase (3-hydroxy-3-methylglutaryl-CoA lyase, EC 4.1.3.4) deficiency. It occurs as a plant metabolite in Crotalaria dura. ChEBI https://www.ebi.ac.uk/chebi/searchId.do?chebiId=CHEBI:16831, CHEBI:16831

    • Bio Activity:

      HMG-CoA Reductase TargetMol T1664
      HMG-CoA Reductase (HMGCR) MedChem Express HY-B1189
      Meglutol is an antilipemic agent which lowers cholesterol, triglycerides, serum beta-lipoproteins and phospholipids, and inhibits the activity of hydroxymethylglutarryl CoA reductases, which is the ra te limiting enzyme in the biosynthesis of cholesterol. MedChem Express http://www.medchemexpress.com/Cefadroxil.html
      Meglutol is an antilipemic agent which lowers cholesterol, triglycerides, serum beta-lipoproteins and phospholipids, and inhibits the activity of hydroxymethylglutarryl CoA reductases, which is the rate limiting enzyme in the biosynthesis of cholesterol. MedChem Express HY-B1189
      Metabolism TargetMol T1664
      Metabolism/Protease MedChem Express HY-B1189
      Metabolism/Protease; MedChem Express HY-B1189

Predicted data is generated using the ACD/Labs Percepta Platform - PhysChem Module, version: 14.00

Density: 1.4±0.1 g/cm3
Boiling Point: 354.3±32.0 °C at 760 mmHg
Vapour Pressure: 0.0±1.8 mmHg at 25°C
Enthalpy of Vaporization: 69.4±6.0 kJ/mol
Flash Point: 182.2±21.6 °C
Index of Refraction: 1.515
Molar Refractivity: 34.5±0.3 cm3
#H bond acceptors: 5
#H bond donors: 3
#Freely Rotating Bonds: 4
#Rule of 5 Violations: 0
ACD/LogP: -2.33
ACD/LogD (pH 5.5): -3.80
ACD/BCF (pH 5.5): 1.00
ACD/KOC (pH 5.5): 1.00
ACD/LogD (pH 7.4): -6.10
ACD/BCF (pH 7.4): 1.00
ACD/KOC (pH 7.4): 1.00
Polar Surface Area: 95 Å2
Polarizability: 13.7±0.5 10-24cm3
Surface Tension: 66.2±3.0 dyne/cm
Molar Volume: 114.4±3.0 cm3

Predicted data is generated using the US Environmental Protection Agency�s EPISuite™ 

                        
 Log Octanol-Water Partition Coef (SRC):
    Log Kow (KOWWIN v1.67 estimate) =  -1.35

 Boiling Pt, Melting Pt, Vapor Pressure Estimations (MPBPWIN v1.42):
    Boiling Pt (deg C):  336.01  (Adapted Stein & Brown method)
    Melting Pt (deg C):  119.76  (Mean or Weighted MP)
    VP(mm Hg,25 deg C):  1.5E-006  (Modified Grain method)
    Subcooled liquid VP: 1.31E-005 mm Hg (25 deg C, Mod-Grain method)

 Water Solubility Estimate from Log Kow (WSKOW v1.41):
    Water Solubility at 25 deg C (mg/L):  1e+006
       log Kow used: -1.35 (estimated)
       no-melting pt equation used

 Water Sol Estimate from Fragments:
    Wat Sol (v1.01 est) =  1e+006 mg/L

 ECOSAR Class Program (ECOSAR v0.99h):
    Class(es) found:
       Neutral Organics-acid

 Henrys Law Constant (25 deg C) [HENRYWIN v3.10]:
   Bond Method :   3.48E-016  atm-m3/mole
   Group Method:   9.96E-018  atm-m3/mole
 Henrys LC [VP/WSol estimate using EPI values]:  3.200E-013 atm-m3/mole

 Log Octanol-Air Partition Coefficient (25 deg C) [KOAWIN v1.10]:
  Log Kow used:  -1.35  (KowWin est)
  Log Kaw used:  -13.847  (HenryWin est)
      Log Koa (KOAWIN v1.10 estimate):  12.497
      Log Koa (experimental database):  None

 Probability of Rapid Biodegradation (BIOWIN v4.10):
   Biowin1 (Linear Model)         :   0.6318
   Biowin2 (Non-Linear Model)     :   0.5669
 Expert Survey Biodegradation Results:
   Biowin3 (Ultimate Survey Model):   3.3579  (days-weeks  )
   Biowin4 (Primary Survey Model) :   4.2315  (days        )
 MITI Biodegradation Probability:
   Biowin5 (MITI Linear Model)    :   0.7589
   Biowin6 (MITI Non-Linear Model):   0.8008
 Anaerobic Biodegradation Probability:
   Biowin7 (Anaerobic Linear Model):  0.8478
 Ready Biodegradability Prediction:   YES

Hydrocarbon Biodegradation (BioHCwin v1.01):
    Structure incompatible with current estimation method!

 Sorption to aerosols (25 Dec C)[AEROWIN v1.00]:
  Vapor pressure (liquid/subcooled):  0.00175 Pa (1.31E-005 mm Hg)
  Log Koa (Koawin est  ): 12.497
   Kp (particle/gas partition coef. (m3/ug)):
       Mackay model           :  0.00172 
       Octanol/air (Koa) model:  0.771 
   Fraction sorbed to airborne particulates (phi):
       Junge-Pankow model     :  0.0584 
       Mackay model           :  0.121 
       Octanol/air (Koa) model:  0.984 

 Atmospheric Oxidation (25 deg C) [AopWin v1.92]:
   Hydroxyl Radicals Reaction:
      OVERALL OH Rate Constant =   7.0206 E-12 cm3/molecule-sec
      Half-Life =     1.524 Days (12-hr day; 1.5E6 OH/cm3)
      Half-Life =    18.282 Hrs
   Ozone Reaction:
      No Ozone Reaction Estimation
   Fraction sorbed to airborne particulates (phi): 0.0896 (Junge,Mackay)
    Note: the sorbed fraction may be resistant to atmospheric oxidation

 Soil Adsorption Coefficient (PCKOCWIN v1.66):
      Koc    :  10
      Log Koc:  1.000 

 Aqueous Base/Acid-Catalyzed Hydrolysis (25 deg C) [HYDROWIN v1.67]:
    Rate constants can NOT be estimated for this structure!

 Bioaccumulation Estimates from Log Kow (BCFWIN v2.17):
   Log BCF from regression-based method = 0.500 (BCF = 3.162)
       log Kow used: -1.35 (estimated)

 Volatilization from Water:
    Henry LC:  9.96E-018 atm-m3/mole  (estimated by Group SAR Method)
    Half-Life from Model River: 7.485E+013  hours   (3.119E+012 days)
    Half-Life from Model Lake : 8.166E+014  hours   (3.402E+013 days)

 Removal In Wastewater Treatment:
    Total removal:               1.85  percent
    Total biodegradation:        0.09  percent
    Total sludge adsorption:     1.75  percent
    Total to Air:                0.00  percent
      (using 10000 hr Bio P,A,S)

 Level III Fugacity Model:
           Mass Amount    Half-Life    Emissions
            (percent)        (hr)       (kg/hr)
   Air       3.75e-010       36.6         1000       
   Water     34.4            208          1000       
   Soil      65.5            416          1000       
   Sediment  0.0596          1.87e+003    0          
     Persistence Time: 387 hr

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